3M9F

HIV protease complexed with compound 10b

Summary for 3M9F

• Entry DOI: 10.2210/pdb3m9f/pdb
• Descriptor: HIV-1 protease, N-[(1S,5S)-5-{[(4-aminophenyl)sulfonyl](3-methylbutyl)amino}-1-methyl-6-oxohexyl]-Nalpha-(methoxycarbonyl)-beta-phenyl-L-phenylalaninamide, CHLORIDE ION, ... (4 entities in total)
• Functional Keywords: hiv, protease, transferase
• Biological source: Human immunodeficiency virus 1
• Total number of polymer chains: 2
• Total formula weight: 23069.58

Authors

Su, H.P. (deposition date: 2010-03-22, release date: 2010-06-30, Last modification date: 2024-02-21)

Primary citation

Jones, K.L.,Holloway, M.K.,Su, H.P.,Carroll, S.S.,Burlein, C.,Touch, S.,DiStefano, D.J.,Sanchez, R.I.,Williams, T.M.,Vacca, J.P.,Coburn, C.A.
Epsilon substituted lysinol derivatives as HIV-1 protease inhibitors.
Bioorg.Med.Chem.Lett., 20:4065-4068, 2010

PubMed Abstract: A series of HIV-1 protease inhibitors containing an epsilon substituted lysinol backbone was synthesized. Two novel synthetic routes using N-boc-L-glutamic acid alpha-benzyl ester and 2,6-diaminopimelic acid were developed. Incorporation of this epsilon substituent enabled access to the S2 pocket of the enzyme, affording high potency inhibitors. Modeling studies and synthetic efforts suggest the potency increase is due to both conformational bias and van der Waals interactions with the S2 pocket.

PubMed: 20547452
DOI: 10.1016/j.bmcl.2010.05.082

Experimental method

X-RAY DIFFRACTION (1.8 Å)